An Anthracenyl-Substituted Nitronyl Nitroxide

An Anthracenyl-Substituted Nitronyl Nitroxide Full article

Journal

Crystal Growth & Design
ISSN: 1528-7483 , E-ISSN: 1528-7505

Output data

Year: 2025, Volume: 25, Number: 11, Pages: 3938–3943 Pages count : DOI: 10.1021/acs.cgd.5c00343

Authors

Zayakin Igor A. ¹ , Zlokazov Mikhail V. ¹ , Korlyukov Alexander A. ² , Tretyakov Evgeny V. ¹

Affiliations

1	N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky Ave. 47, Moscow 119991, Russian Federation
2	A.N. Nesmeyanov Institute of Organoelement Compounds, Vavilov Str. 28, Moscow 119991, Russian Federation

An anthracene derivative containing a nitronyl nitroxide group on the side aromatic ring, i.e., 1-bromo-4,5-di-n-butoxy-8-(4,4,5,5-tetramethyl-3-oxide-1-oxyl-4,5-dihydro-1H-imidazole-2-yl)anthracene, was described. The radical-substituted anthracene was prepared by the cross-coupling reaction of 1,8-dibromo-4,5-dibutoxyanthracene with an organogold derivative of nitronyl nitroxide. Note, the second bromo atom did not enter the reaction. Molecular and crystal structure of the synthesized nitronyl nitroxide was proven by XRD. The angle between the planes of the anthracene core and adjacent paramagnetic moiety is 51.2°, and the intramolecular distance between the nitroxide O atoms and anthracene H atom at the peri-position is 2.52 Å, which is less than the sum of van der Waals radii of the C and O atoms. This structural feature as well as the reactivity of 1,8-dibromo-anthracenes is important for the design of zigzag graphene nanoribbons terminated with different group radicals.

Zayakin I.A. , Zlokazov M.V. , Korlyukov A.A. , Tretyakov E.V.
An Anthracenyl-Substituted Nitronyl Nitroxide
Crystal Growth & Design. 2025. V.25. N11. P.3938–3943. DOI: 10.1021/acs.cgd.5c00343 WOS OpenAlex

Web of science:	WOS:001489048700001
OpenAlex:	W4410414030

Пока нет цитирований